Welcome to Bay Oaks Estates, where spacious living, thoughtful design, and an ideal Osprey location come together in this beautifully maintained three-bedroom, two-bath home. With an open great room floor plan, a den, a separate private office, and a rare three-car garage, this home offers space and flexibility. The heart of the home is the inviting great room, where an electric fireplace adds warmth and ambiance, and the open design makes everyday living and entertaining effortless. The adjoining custom designed kitchen features granite countertops, wood cabinetry, breakfast bar, and a wine bar, creating a natural gathering place for family and friends. The private primary suite is a comfortable retreat with a spacious bath featuring dual sinks and a large walk-in shower. Even the indoor laundry room has been thoughtfully designed with granite countertops, a utility sink, and additional pantry storage. Step onto the impressive 27′ x 21′ lanai, with half of the space covered for comfortable year-round enjoyment and an electric sunshade for added convenience. The open portion lets you soak up the Florida sunshine, while the fenced backyard offers privacy and plenty of room to relax, entertain, garden, or play with the pups. A three-car garage is the extra space that’s so hard to find—perfect for vehicles, bikes, kayaks, golf equipment, or additional storage. A new roof in 2023, A/C replaced in 2021, and a private irrigation well are all welcome bonuses. The location makes it even more special. Marinas, beaches, waterfront dining, golf courses, the Legacy Trail, shopping, and all that Sarasota’s coastal lifestyle have to offer are just minutes from your door.
Property Details
Price:
$649,000
MLS #:
A4703807
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BAY OAKS ESTATES
Neighborhood:
34229osprey
Listed Date:
Aug 27, 2026
Finished Sq Ft:
2,084
Total Sq Ft:
3,214
Lot Size:
10,811 sqft / 0.25 acres (approx)
Year Built:
2003
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Bamboo, Carpet, Ceramic Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Ranch
Attached Garage YN
1
Community Features
Buyer Approval Required, Deed Restrictions
Construction Materials
Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Irrigation System, Private Yard, Sliding Doors
Fencing
Fenced, Vinyl
Garage Spaces
3
Lot Features
In County, Landscaped
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Oversized
Patio And Porch Features
Covered, Rear Porch
Roof
Shingle
View
Trees/Woods
Window Features
Window Treatments
Financial
HOA Fee
$300
HOA Fee Frequency
Annually
HOA Name
Sunstate Management/Brian Rivenbark
HOA Phone
941-870-4920
Tax Year
2025
Taxes
$3,985
Map
Community
- Address586 OAK BAY DRIVE OSPREY FL
- SubdivisionBAY OAKS ESTATES
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
Market Summary
Current real estate data for Single Family in OSPREY as of Aug 29, 2026
68
Single Family Listed
181
Avg DOM
456
Avg $ / SqFt
$1,304,273
Avg List Price
Property Summary
- Located in the BAY OAKS ESTATES subdivision, 586 OAK BAY DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $649,000 and features 3 beds, 2 baths, and has approximately 2,084 square feet of living space, and was originally constructed in 2003. The current price per square foot is $311. The average price per square foot for Single Family listings in OSPREY is $456. The average listing price for Single Family in OSPREY is $1,304,273. To schedule a showing of MLS#a4703807 at 586 OAK BAY DRIVE in OSPREY, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of WHITE SANDS REALTY GROUP FL. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 586 OAK BAY DRIVE
OSPREY, FL
